1-(5-Amino-1-benzofuran-2-yl)ethanone → 4-[(2-Acetyl-1-benzofuran-5-yl)amino]-2-butyl-5-phenylisothiazol-3(2H)-one 1,1-dioxide

HRID 729275노트

반응식

HRID 729275 반응식
[CH2:1]([N:5]1[C:9](=[O:10])[C:8](Cl)=[C:7]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[S:6]1(=[O:19])=[O:18])[CH2:2][CH2:3][CH3:4].[NH2:20][C:21]1[CH:22]=[CH:23][C:24]2[O:28][C:27]([C:29](=[O:31])[CH3:30])=[CH:26][C:25]=2[CH:32]=1>CC#N>[C:29]([C:27]1[O:28][C:24]2[CH:23]=[CH:22][C:21]([NH:20][C:8]3[C:9](=[O:10])[N:5]([CH2:1][CH2:2][CH2:3][CH3:4])[S:6](=[O:19])(=[O:18])[C:7]=3[C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[CH:32][C:25]=2[CH:26]=1)(=[O:31])[CH3:30]

참가 물질

4

반응물 2

HCID 37833671-(5-Amino-1-benzofuran-2-yl)ethanoneHCID 672426232-Butyl-4-chloro-5-phenylisothiazol-3(2H)-one 1,1-dioxide

생성물 1

HCID 115030494-[(2-Acetyl-1-benzofuran-5-yl)amino]-2-butyl-5-phenylisothiazol-3(2H)-one 1,1-dioxide수율 29,393,388%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
130 °C

실험 절차

A mixture of 2-butyl-4-chloro-5-phenylisothiazol-3(2H)-one 1,1-dioxide (300 mg, 0.90 nmol) and 1-(5-amino-1-benzofuran-2-yl)ethanone (387 mg, 2.21 mmol) in dry MeCN (4.5 mL) was heated in a microwave reactor at 130° C. for 1 h, then at 130° C. for 1 h, then at 140° C. for 1 h and finally at 140° C. for 1.5 h. The mixture was purified using preparative HPLC (Kromasil-column C8, 0.1M NH4OAc/MeCN, gradient) to give the title compound (116 mg, 28%); 1H NMR (400 MHz, CD3CN): δ 7.86 (bs, 1H), 7.34-7.32 (m, 1H), 7.26-7.22 (m, 1H), 7.03-7.15 (m, 7H), 3.76 (t, 2H), 1.78-1.87 (m, 2H) 1.43-1.54 (m, 2H), 1.05 (t, 3H); Mass Spectrum: M−H+ 437

후처리

  1. waitat 140° C. for 1 h
  2. waitfinally at 140° C. for 1.5 h
  3. customThe mixture was purified

출처 및 근거

ORD 기록
ord-f86d8678885b459999024205244d1183
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07582629B2

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